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CHEBI:138307 - (3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene

ChEBI IDCHEBI:138307
ChEBI Name(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene
Stars
ASCII Name(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene
DefinitionA squalene triterpenoid obtained by epoxidation accross the 2,3- and 22,23-double bonds of squalene.
Last Modified26 March 2024
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC30H50O2
Net Charge0
Average Mass442.728
Monoisotopic Mass442.38108
SMILESC/C(=C\CC/C=C(\C)CC/C=C(\C)CC[C@@H]1OC1(C)C)CC/C=C(\C)CC[C@@H]1OC1(C)C
InChIInChI=1S/C30H50O2/c1-23(15-11-17-25(3)19-21-27-29(5,6)31-27)13-9-10-14-24(2)16-12-18-26(4)20-22-28-30(7,8)32-28/h13-14,17-18,27-28H,9-12,15-16,19-22H2,1-8H3/b23-13+,24-14+,25-17+,26-18+/t27-,28-/m0/s1
InChIKeyKABSNIWLJXCBGG-OQSIWNGOSA-N
Species of MetaboliteComponentSourceComments
Lycopodium clavatum (ncbitaxon:3252) - PubMed (26663356)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene (CHEBI:138307) has role plant metabolite (CHEBI:76924)
(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene (CHEBI:138307) is a epoxide (CHEBI:32955)
(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene (CHEBI:138307) is a squalene triterpenoid (CHEBI:26747)
IUPAC Name 
(2S,2'S)-2,2'-[(3E,7E,11E,15E)-3,7,12,16-tetramethyloctadeca-3,7,11,15-tetraene-1,18-diyl]bis(3,3-dimethyloxirane)
Synonym  Source
(3S,22S)-2,3:22,23-dioxidosqualeneChEBI
UniProt Name  Source
(3S,22S)-2,3:22,23-diepoxysqualeneUniProt
Manual XrefsDatabases
CPD-20473MetaCyc
Registry NumbersSources
Reaxys:8657029Reaxys
Citations